Methanol → HCID 19788061, compound

HRID 1656396Notes

Reaction equation

HRID 1656396 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[NH:5][C:4](=[O:18])[C:3]=1[C:19]([OH:21])=[O:20].S(=O)(=O)(O)O.[CH3:27]O>>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[NH:5][C:4](=[O:18])[C:3]=1[C:19]([O:21][CH3:27])=[O:20]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 18404756HCID 18404756, compound

Product 1

HCID 19788061HCID 19788061, compound

Procedure

A mixture of 1,2-dihydro-4-methyl-2-oxo-6-(2-propoxyphenyl)pyridine-3-carboxylic acid (0.75 g), methanol (50 ml) and concentrated sulfuric acid (0.5 ml) was heated under reflux for 6 hours. The residue left after evaporation was treated with water (30 ml) and potassium carbonate was added to pH 10. The resultant solid was washed with water and with ether to afford the title compound, 0.6 g, m.p. 167°-169° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. waitThe residue left
  4. customafter evaporation
  5. additionwas treated with water (30 ml) and potassium carbonate
  6. additionwas added to pH 10
  7. washThe resultant solid was washed with water and with ether

Sources & evidence

ORD record
ord-ebf21354b6aa4f5e81f443c1bb9962dd
Source dataset
uspto-grants-1993_10
Patent number
US05254571

Reaction notes

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